Search South Side Cottage Rentals
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Browse Select South Side Cottages
Stay near family or close to downtown, this cottage in Beverly has it all!
Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, (2)
Cozy beach cottage near West Beach.
Cozy beach cottage near West Beach.
9.8 out of 10, Exceptional, (10)
Dunland Cottage W/hot tub, paddle boards, fire pit
Dunland Cottage W/hot tub, paddle boards, fire pit
9.2 out of 10, Wonderful, (15)
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
9.8 out of 10, Exceptional, (30)
Spacious, Fun and Family Friendly Beach Home
Spacious, Fun and Family Friendly Beach Home
9.8 out of 10, Exceptional, (88)
Cozy Westmont Home: Walk to Metra Station!
Cozy Westmont Home: Walk to Metra Station!
2.0 out of 10, (1)
Park Ridge Vacation Rental: 17 Mi to Chicago
Park Ridge Vacation Rental: 17 Mi to Chicago
“The cottage” 2 bedrooms cozy and private home
“The cottage” 2 bedrooms cozy and private home
9.6 out of 10, Exceptional, (4)
Country Club Hills Home w/ Charcoal Grill + Yard!
Country Club Hills Home w/ Charcoal Grill + Yard!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Charming Oak Park Home w/ Private Fire Pit!
Charming Oak Park Home w/ Private Fire Pit!
Glendale Heights Home With Office and Backyard!
Glendale Heights Home With Office and Backyard!
6.0 out of 10, (1)
Spacious Family Glenwood Estates Home w/ Hot Tub!
Spacious Family Glenwood Estates Home w/ Hot Tub!
Maywood Vacation Rental w/ Electric Fireplace
Maywood Vacation Rental w/ Electric Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in South Side
cozy home in Bridgeport Chicago. walking to park and river front
cozy home in Bridgeport Chicago. walking to park and river front
10.0 out of 10, Exceptional, (1)
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
9.8 out of 10, Exceptional, (60)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
South Side Cottages information
Number of reviews | 131 |
---|---|
Accommodation | 14 Cottages |
Lowest Price | |
Highest Price |
Recent Reviews in South SideExpedia verified reviews
![Congress Plaza Hotel](http://images.trvl-media.com/lodging/1000000/10000/6500/6452/f52c4d9f_y.jpg)
Congress Plaza Hotel
5/5 Excellent
Now that's a view
"Love the view of the lake! And the history of the building. Stayed in a lake view room on 10th floor. Recently renovated with new foooring from when we stayed last a few years ago. Love this place!"
A verified traveller stayed at Congress Plaza Hotel
Posted 14 hours ago
Popular Destinations
Top Cottages in Other Destinations
More Accommodation Types in South Side
- Apartments in South Side (460)
- Vacation Homes in South Side (403)
- Condo Rentals in South Side (126)
- Motels in South Side (45)
- Aparthotels in South Side (30)
- B&B in South Side (12)
- Cabin Rentals in South Side (6)
- Guest Houses in South Side (5)
- Villas in South Side (5)
- Hostels in South Side (4)
- RV Parks in South Side (2)
- Farmstay in South Side (1)
- Resorts in South Side (1)
- Residences in South Side (1)
- Hotels (4,788)
All Accommodation Types
Be inspired: Top Cottages destinations in 2024
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
Expedia's Latest Trends
Hotels
Hotels in WinnipegHotels near Soldier FieldHotels in SorrentoHotels near Donald E. Stephens Convention CenterSpa Hotels in VictoriaHotels near University of ChicagoHotels near United CenterHotels near McCormick PlaceHotels near Wrigley FieldCosta Rica hotelHotels near LollapaloozaHotels near Chicago TheatreDixie hotelsHotels near Grant ParkHilton Grand Vac Club The Grand Islander Waikiki HonoluluHotels near Michigan AvenueHotels near Millennium ParkHotels near Chicago RiverwalkHotels in Niagara Falls
Flights
Packages